POLYLYSINE CAS#: 25104-18-1; ChemWhat Code: 81133

IdentificationPhysical DataSpectra
Route of Synthesis (ROS)Safety and HazardsOther Data

Identification

Product NamePOLYLYSINE
IUPAC Name(2S)-2,6-diaminohexanoic acid
Molecular StructurePOLYLYSINE-CAS-25104-18-1
CAS Registry Number 25104-18-1
EINECS Number213-091-9
MDL NumberMFCD02668012
Beilstein Registry Number1722530
SynonymsL-lysine
lysine
56-87-1
h-Lys-oh
(S)-Lysine
Aminutrin
alpha-Lysine
Lisina
Lysinum
Lysinum [Latin]
lysin
LYS (IUPAC abbreviation)
lys
CHEBI:18019
lysina
(+)-S-Lysine
BRN 1722531
HSDB 2108
AI3-26523
EINECS 200-294-2
UNII-K3Z4F929H6
DTXSID6023232
K3Z4F929H6
DTXCID403232
Lysinum (Latin)
4-04-00-02717 (Beilstein Handbook Reference)
LYSINE (II)
LYSINE [II]
LYSINE (MART.)
LYSINE [MART.]
B05XB03
200-294-2
lysine acid
(2S)-2,6-diaminohexanoic acid
(S)-2,6-Diaminocaproic acid
L-(+)-Lysine
(S)-2,6-Diaminohexanoic acid
Hydrolysin
25104-18-1
L-lys
Lisina [Spanish]
L-Norleucine, 6-amino-
Lysine, L-
(S)-alpha,epsilon-Diaminocaproic acid
Lysine [USAN:INN]
L-2,6-Diaminocaproic acid
Hexanoic acid, 2,6-diamino-, (S)-
a-Lysine
2,6-Diaminohexanoic acid, (S)-
L-Lysin
12798-06-0
6-ammonio-L-norleucine
MFCD00064433
L-LYSINE, MONOACETATE
3H-Lysine
2,6-diaminohexanoate
L-Lysine, labeled with tritium
L-aLysine
.alpha.-Lysine
Lysine homopolymer
1ozv
1yxd
3h-l-lysine
6-amino-Aminutrin
NCGC00164527-01
L-?Lysine
H-Lys
(-)-lysine
L-Lysine (Standard)
6-amino-L-Norleucine
Lysine (USAN/INN)
L-2,6-Diainohexanoate
L-2,6-Diaminocaproate
LYSINE [VANDF]
LYSINE [HSDB]
LYSINE [USAN]
LYSINE [INN]
L-LYSINE [FHFI]
LYSINE [WHO-DD]
(S)-a,e-Diaminocaproate
epsilon-Lysine homopolymer
LYSINE [MI]
L-Lysine, >=97%
bmse000043
bmse000914
Epitope ID:136017
(S)-2,6-Diaminohexanoate
L-2,6-Diainohexanoic acid
CHEMBL8085
GTPL724
(S)-2,6-diamino-Hexanoate
(S)-a,e-Diaminocaproic acid
L-Lysine, analytical standard
L-Lysine, >=98%, FG
HY-N0469R
(S)-2,6-diamino-Hexanoic acid
L-Lysine, >=98% (TLC)
BDBM217367
(2S)-2,6-Diamino-hexanoic acid
HY-N0469
L-H2N(CH2)4CH(NH2)COOH
Tox21_112158
s5630
.alpha.,.epsilon.-Diaminocaproic acid
AKOS006239081
AKOS015855172
CCG-266180
CS-W019758
DB00123
FL15266
CAS-56-87-1
NCGC00166296-02
20166-34-1
AC-14492
AS-11733
DA-54968
FL165793
TYROSINE IMPURITY B [EP IMPURITY]
(S)-.alpha.,.epsilon.-Diaminocaproic acid
L-Lysine, crystallized, >=98.0% (NT)
L0129
L-Lysine, Vetec(TM) reagent grade, >=98%
C00047
D02304
G72513
SBI-0633577.0002
A919375
(S)-2,6-Diaminocaproic acid;(S)-(+)-Lysine;Lysine
BRD-K86016185-001-01-3
Q20816880
F0001-1472
0013CD6B-1671-4369-B1BE-F531611E50C7
Molecular FormulaC6H14N2O2 
Molecular Weight146.19
InChIInChI=1S/C6H14N2O2/c7-4-2-1-3-5(8)6(9)10/h5H,1-4,7-8H2,(H,9,10)/t5-/m0/s1
InChI KeyKDXKERNSBIXSRK-YFKPBYRVSA-N
SMILESC(CCN)C[C@@H](C(=O)O)N
Patent Information
Patent IDTitlePublication Date
WO2023/60310A SPERM EXTENDER MEDIUM2023
WO2023/168053HPDL INHIBITORS AND USES THEREOF2023
US2023/210110METHOD FOR INDUCING ENVIRONMENTAL STRESS TOLERANCE IN PLANTS2023
US2023/210110METHOD FOR INDUCING ENVIRONMENTAL STRESS TOLERANCE IN PLANTS2023
US2023/210110METHOD FOR INDUCING ENVIRONMENTAL STRESS TOLERANCE IN PLANTS2023
CN115260068Divalent metal co-salt compound taking methionine hydroxyl as tablet base as well as preparation method and application of divalent metal co-salt compound2022
WO2020/180941PHARMACEUTICAL COMPOSITIONS CONTAINING FREE BASES AND METHODS OF USE THEREOF2020
CN109678715Salts prepared from 2-(1-acyloxy-n-amyl)benzoic acid and basic amino acid or aminoguanidine, and preparation method and application thereof2019

Physical Data

AppearanceWhite powder
Melting Point, °C Comment (Melting Point)
215
215
224 – 225
196
225
229.3Decomposition, Crystallization with 1 Mol(s) H2O
187 – 189
Description (Association (MCS))Solvent (Association (MCS))Temperature (Association (MCS)), °CPartner (Association (MCS))
Desorption159H-ZSM-5 zeolite
Sorption tablewaterzeolite L
Adsorption isothermwater25zeolite L
Further physical properties of the adsorbed moleculezeolite L
Rate of adsorptionwaterzeolite L
Further physical properties of the adsorbed moleculeP-25
Further physical properties of the adsorbed moleculetitanium(IV) oxide

Spectra

Description (NMR Spectroscopy)Nucleus (NMR Spectroscopy)Solvents (NMR Spectroscopy)Temperature (NMR Spectroscopy), °C Frequency (NMR Spectroscopy), MHz
Chemical shifts1H
Chemical shifts1Hwater-d224.84500.1
Chemical shifts1Hwater-d2600
Spectrum1Hwater-d2, aq. phosphate buffer22.84
Chemical shifts1H
HSQC (Heteronuclear Single Quantum Coherence), Spectrum1H, 13C
HMBC (Heteronuclear Multiple Bond Coherence), Spectrum1H, 13C
Description (IR Spectroscopy)Solvent (IR Spectroscopy)
Spectrum
Spectrumpotassium bromide
Bands, Spectrumpotassium bromide
Bands, Spectrum
Bands, Spectrum
ATR (attenuated total reflectance), Bands, Spectrum
ATR (attenuated total reflectance), Spectrum
Description (UV/VIS Spectroscopy)Solvent (UV/VIS Spectroscopy)Absorption Maxima (UV/VIS), nm
Spectrum
Spectrumwater
Spectrum
Spectrumwater
Spectrumwater
Spectrumneat (no solvent, solid phase)

Route of Synthesis (ROS)

Route of Synthesis (ROS) of Polylysine CAS 25104-18-1
Route of Synthesis (ROS) of Polylysine CAS 25104-18-1
ConditionsYield
With sodium hydroxide In 1,4-dioxane; water at 20℃; for 1h; pH=10 – 11;

Experimental Procedure
This synthesis is in accordance with Galbiati, B.; Ferrario, T.; Merli, V. WP 0110851(2001). A 250 mL three-necked flask was loaded consecutively with water (20 mL), 1,4-dioxane (20 mL) and L-lysine (2.1 g, 14.4 mmol). The mixture was stirred until complete dissolution. The pH was adjusted to about 10.5 by addition of 30% NaOH. Benzylchloroformate (5.2 g, 30.6 mmol) was added while maintaining the pH at about 1011 by adding at the same time 30% NaOH. At the end of the addition, the reaction was stirred at 20° C. for about 1 hour. The pH was adjusted to 5 with 37% HCl. Ethyl acetate (30 mL) was added and the pH was adjusted to 1 with 37% HCl. The mixture was stirred at room temperature for about 30 minutes, the organic layer was separated and the aqueous layer was extracted with ethyl acetate (20 mL). The combined organic layer was washed with brine (30 mL), and dried over Na2SO4. Then, the solvent was evaporated to yield a yellowish oil (6.0 g, 99%). The oil was pre-dried by azeotropic distillation with benzene.
99%
With sodium carbonate In diethyl ether; water at 0℃; for 5h;

Experimental Procedure
1.1 Step 1,
1. 155 mol of Cbz-Cl was dissolved in 100 mL of diethyl ether solution,200 mL of a 10% NaCO3 aqueous solution containing 0.0645 mol of L-lysine was added dropwise,After the addition was completed, the reaction was maintained at 0 ° C for 5 hours, and the product was obtained with an appropriate amount of 10% lemonAcidified and extracted with chloroform,The reaction layer was washed with water to give a large amount of waterN, N’-bis-benzyloxycarbonyl-L-lysine,The yield is about 95%.
95%
With sodium carbonate In diethyl ether; water at 0℃; for 5h;

Experimental Procedure
1.1 Step 1
Step 1, 0.322 mol of Cbz-Cl was dissolved in 100 mL of diethyl ether solution,200 mL of a 10% NaCO3 aqueous solution containing 0.055 mol of L-lysine was added dropwise,After the dropwise addition to maintain the temperature 0 reaction 5h,The resulting product was acidified with an appropriate amount of 10% citric acid and extracted with trichloromethane.The product was washed with water and evaporated to give a large amount of N, N’-bis-benzyloxycarbonyl-L-lysine,The yield is about 93%.
93%

Safety and Hazards

GHS Hazard StatementsNot Classified

Source: European Chemicals Agency (ECHA)
License Note: Use of the information, documents and data from the ECHA website is subject to the terms and conditions of this Legal Notice, and subject to other binding limitations provided for under applicable law, the information, documents and data made available on the ECHA website may be reproduced, distributed and/or used, totally or in part, for non-commercial purposes provided that ECHA is acknowledged as the source: “Source: European Chemicals Agency, http://echa.europa.eu/”. Such acknowledgement must be included in each copy of the material. ECHA permits and encourages organisations and individuals to create links to the ECHA website under the following cumulative conditions: Links can only be made to webpages that provide a link to the Legal Notice page.
License URL: https://echa.europa.eu/web/guest/legal-notice
Record Name: (1-Cyano-2-ethoxy-2-oxoethylidenaminooxy)dimethylamino-morpholino-carbenium hexafluorophosphate
URL: https://echa.europa.eu/information-on-chemicals/cl-inventory-database/-/discli/details/213446
Description: The information provided here is aggregated from the “Notified classification and labelling” from ECHA’s C&L Inventory. Read more: https://echa.europa.eu/information-on-chemicals/cl-inventory-database


Other Data

TransportationClasUnder the room temperature and away from light
HS Code
StorageUnder the room temperature and away from light
Shelf Life2 years
Druglikeness
Lipinski rules component
Molecular Weight146.189
logP-2.896
HBA3
HBD2
Matching Lipinski Rules4
Veber rules component
Polar Surface Area (PSA)93.79
Rotatable Bond (RotB)5
Matching Veber Rules2
Use Pattern
Often used as a preservative in food, medicine, cosmetics, etc.

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